Abstract
Bond strength to bovine tooth substrates with MMA-TBB resins containing new functional monomers, which have substituent groups at p-position of 2-methacryloxyethyl phenyl phosphoric acid (Phenyl-P) or 2-methacryloxyethyl phenyl phosphoryl chloride (Phenyl-P Cl), was measured. SEM observation of the fractured surface after the tensile bond strength test was also carried out. High bond strength was obtained with Phenyl-P, Cl or CH3O substituted Phenyl-P, and also with Phenyl-P Cl, CH3O or NO2 substituted Phenyl-P Cl. SEM image of fracture surface with CH3O p-substituent of Phenyl-P showed that tensile failure occurred between resin reinfocred demineralized dentin and intact dentin, even higher bond strength was obtained with this methacrylate. These phenomena differed from those with 4-META/MMA-TBB resin. These findings suggest differences in functional property between 4-META and p-substituted Phenyl-P (or Phenyl-P Cl).